Amazingly, nobody asked how he looks so good, and whether he's lost weight. Some of the questions.

"How long can you put up with all the aggravation of being in the pressure
cooker that is New York?"

"What was the most fulfilling moment in your tenure with the New York Yankees?"

"Hello Mr. Cashman! I'm a diehard Red Sox, but have always had high
respect for you and how you run the Yankees, which can't be an easy job.
My question to you is how difficult it is to maintain a good
relationship with everyone like the owners, manager, and players when
you're so busy?"

"Is it true that as a GM, your phone rings off the hook"

"If you didn't have a job in baseball, what would be doing?"

"Are you satisfied with your accomplishments in your tenure with the Yankees?"

"Where's a good place to start if one's goal were to become GM of a sports team?"

"Brian -- what motivates you after all of the success you have already had?"

The answers weren't much better. This is why the world needed Deadspin.